For the import
1. declare your intention to import the bike at the border (come through a major border during a week day).
2. complete the form they give you
3. wait a few days for the invite
If you do not declare at the border you will have to go out of Switzerland and back in again (like I had to because I came through on a Sunday - the border guards were very amused to see me do a u turn and come straight back at them - so amused they got guns out

)
For the insurance I think this is possible - you will need insurance in Italy to get to the Swiss border and this will also cover you on the green card while you wait for the test etc. Once the bike is in CH you can get insurance for the period while you wait for your Swiss plates - you will need the invite letter from the authorities.